Skip to search results Skip to filters Skip to sort Skip to selected filters

Size 8.5 Penny Keeper Comfort Products

25 items found

Sort By

Your Selections

Search Results

Rockport - Classic Loafer Lite Penny. Color Dark Brown. On sale for $79.95. MSRP $115.00.. 3.9 out of 5 stars

Brown Rockport Classic Loafer Lite Penny

Brown Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Color: Dark Brown
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(396)

Florsheim - Berkley Flex Penny Loafer. Color Brown Crazy Horse. $124.95. 4.3 out of 5 stars

Brown Florsheim Berkley Flex Penny Loafer

Brown Florsheim Berkley Flex Penny Loafer

+5

Brand Name: Florsheim
Product Name: Berkley Flex Penny Loafer
Color: Brown Crazy Horse
Price: $124.95
Rating: 4Rated 4 stars out of 5(146)

Florsheim - Throttle Penny. Color Brown Crazy Horse II. On sale for $79.95. MSRP $110.00.. 4.3 out of 5 stars

Brown Florsheim Throttle Penny

Brown Florsheim Throttle Penny

+3

Brand Name: Florsheim
Product Name: Throttle Penny
Color: Brown Crazy Horse II
Price: $79.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(12)

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Cognac. On sale for $74.95. MSRP $100.00.. 4.4 out of 5 stars

Tan Nunn Bush Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology

Tan Nunn Bush Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology

+2

Brand Name: Nunn Bush
Product Name: Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology
Color: Cognac
Price: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(154)

Nunn Bush - Lincoln Penny Loafer. Color Black Polished. On sale for $64.95. MSRP $95.00.. 4.2 out of 5 stars

Black Nunn Bush Lincoln Penny Loafer

Black Nunn Bush Lincoln Penny Loafer

+2 colors/patterns

Brand Name: Nunn Bush
Product Name: Lincoln Penny Loafer
Color: Black Polished
Price: $64.95MSRP: $95.00
Rating: 4Rated 4 stars out of 5(293)

Florsheim - Sorrento Moc Toe Penny Loafer. Color Black Smooth. $129.95. 4.3 out of 5 stars

Black Florsheim Sorrento Moc Toe Penny Loafer

Black Florsheim Sorrento Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Sorrento Moc Toe Penny Loafer
Color: Black Smooth
Price: $129.95
Rating: 4Rated 4 stars out of 5(40)

Nunn Bush - Noah Beef Roll Penny Loafer. Color Brown. On sale for $79.95. MSRP $100.00.. 4.1 out of 5 stars

Brown Nunn Bush Noah Beef Roll Penny Loafer

Brown Nunn Bush Noah Beef Roll Penny Loafer

+2

Brand Name: Nunn Bush
Product Name: Noah Beef Roll Penny Loafer
Color: Brown
Price: $79.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(62)

Florsheim - Midtown Penny Slip-On. Color Cognac Smooth. On sale for $89.95. MSRP $125.00.. 4.4 out of 5 stars

Neutral Florsheim Midtown Penny Slip-On

Neutral Florsheim Midtown Penny Slip-On

+2

Brand Name: Florsheim
Product Name: Midtown Penny Slip-On
Color: Cognac Smooth
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(89)

Nunn Bush - Centro Flex Moccasin Toe Penny Loafer Slip-On. Color Black. On sale for $79.95. MSRP $100.00.. 4.9 out of 5 stars

Black Nunn Bush Centro Flex Moccasin Toe Penny Loafer Slip-On

Black Nunn Bush Centro Flex Moccasin Toe Penny Loafer Slip-On

Brand Name: Nunn Bush
Product Name: Centro Flex Moccasin Toe Penny Loafer Slip-On
Color: Black
Price: $79.95MSRP: $100.00
Rating: 5Rated 5 stars out of 5(7)

Clarks - Markman Way. Color Dark Tan Leather. On sale for $89.99. MSRP $100.00.. 2.5 out of 5 stars

Brown Clarks Markman Way

Brown Clarks Markman Way

Brand Name: Clarks
Product Name: Markman Way
Color: Dark Tan Leather
Price: $89.99MSRP: $100.00
Rating: 2Rated 2 stars out of 5(17)

Born - Andes. Color Dark Brown. $110.00. 4.0 out of 5 stars

Brown Born Andes

Brown Born Andes

+2

Brand Name: Born
Product Name: Andes
Color: Dark Brown
Price: $110.00
Rating: 4Rated 4 stars out of 5(40)

ECCO - S Lite Moc Penny Loafer. Color Cognac. $169.95. 4.0 out of 5 stars

Tan ECCO S Lite Moc Penny Loafer

Tan ECCO S Lite Moc Penny Loafer

+2

Brand Name: ECCO
Product Name: S Lite Moc Penny Loafer
Color: Cognac
Price: $169.95
Rating: 4Rated 4 stars out of 5(4)

Born - Simon III. Color Black Full Grain. $120.00. 4.5 out of 5 stars

Black Born Simon III

Black Born Simon III

+2

Brand Name: Born
Product Name: Simon III
Color: Black Full Grain
Price: $120.00
Rating: 5Rated 5 stars out of 5(2)

Allen Edmonds - Randolph. Color Coffee. $425.00. 4.0 out of 5 stars

Brown Allen Edmonds Randolph

Brown Allen Edmonds Randolph

+2

Brand Name: Allen Edmonds
Product Name: Randolph
Color: Coffee
Price: $425.00
Rating: 4Rated 4 stars out of 5(32)

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Cognac. $129.95. 5.0 out of 5 stars

Tan Florsheim Zaffiro Moc Toe Penny Loafer

Tan Florsheim Zaffiro Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Penny Loafer
Color: Cognac
Price: $129.95
Rating: 5Rated 5 stars out of 5(8)

Rockport - TruFlex DresSports Penny. Color New Dress Blues. On sale for $100.42. MSRP $119.95.. 5.0 out of 5 stars

Blue Rockport TruFlex DresSports Penny

Blue Rockport TruFlex DresSports Penny

+4

Brand Name: Rockport
Product Name: TruFlex DresSports Penny
Color: New Dress Blues
Price: $100.42MSRP: $119.95
Rating: 5Rated 5 stars out of 5(2)

Samuel Hubbard - Free Spirit for Him. Color Black Tumbled Leather. $195.00. 3.0 out of 5 stars

Black Samuel Hubbard Free Spirit for Him

Black Samuel Hubbard Free Spirit for Him

+3

Brand Name: Samuel Hubbard
Product Name: Free Spirit for Him
Color: Black Tumbled Leather
Price: $195.00
Rating: 3Rated 3 stars out of 5(2)

SAS - Woodlawn. Color Mahogany. On sale for $84.58. MSRP $234.95.. 3.0 out of 5 stars

Mahogany SAS Woodlawn

Mahogany SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Color: Mahogany
Price: $84.58MSRP: $234.95
Rating: 3Rated 3 stars out of 5(6)

Allen Edmonds - Randolph. Color Black Calf. $425.00. 3.2 out of 5 stars

Black Allen Edmonds Randolph

Black Allen Edmonds Randolph

Brand Name: Allen Edmonds
Product Name: Randolph
Color: Black Calf
Price: $425.00
Rating: 3Rated 3 stars out of 5(9)

PIKOLINOS - Avila M1T-3205. Color Black. $189.95. 5.0 out of 5 stars

Black PIKOLINOS Avila M1T-3205

Black PIKOLINOS Avila M1T-3205

+2

Brand Name: PIKOLINOS
Product Name: Avila M1T-3205
Color: Black
Price: $189.95
Rating: 5Rated 5 stars out of 5(1)

La Canadienne - Lorne. Color Biscotti Suede. $425.00.

Gold La Canadienne Lorne

Gold La Canadienne Lorne

Brand Name: La Canadienne
Product Name: Lorne
Color: Biscotti Suede
Price: $425.00
Rating

Mephisto - Alexis. Color Dark Brown. Low Stock. $348.95. 3.7 out of 5 stars

10 left in stock

Brown Mephisto Alexis

Brown Mephisto Alexis

+2

Brand Name: Mephisto
Product Name: Alexis
Color: Dark Brown
Price: $348.95
Rating: 4Rated 4 stars out of 5(3)

Johnston & Murphy - Cort Penny. Color Black Full Grain Leather. Low Stock. $145.00. 4.5 out of 5 stars

3 left in stock

Black Johnston & Murphy Cort Penny

Black Johnston & Murphy Cort Penny

+2

Brand Name: Johnston & Murphy
Product Name: Cort Penny
Color: Black Full Grain Leather
Price: $145.00
Rating: 5Rated 5 stars out of 5(76)

Allen Edmonds - Randolph Sneaker. Color Chili. Low Stock. $300.00. 4.2 out of 5 stars

10 left in stock

Brown Allen Edmonds Randolph Sneaker

Brown Allen Edmonds Randolph Sneaker

Brand Name: Allen Edmonds
Product Name: Randolph Sneaker
Color: Chili
Price: $300.00
Rating: 4Rated 4 stars out of 5(50)

Born - Taylor. Color Brown Full Grain Leather. Low Stock. $120.00. 4.0 out of 5 stars

1 left in stock

Brown Born Taylor

Brown Born Taylor

+2

Brand Name: Born
Product Name: Taylor
Color: Brown Full Grain Leather
Price: $120.00
Rating: 4Rated 4 stars out of 5(5)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.